Gmail

16 statements across 9 episodes · 2 bullish · 5 bearish · 11 people on the record · first statement Nov 1, 2017 by Casey Neistat · said 91 times in 30 episodes since 2017 · across every show →

Mentions by year

brought up most by Pete Koomen (18), Garry Tan (10), Michael Seibel (8), Mathilde Collin (6), Geoff Ralston (6), Craig Cannon (5), Paul Buchheit (4), David Lieb (4)

tap a year for its mentions
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05102017201820192020202120222023202420252026episodes it came up in
00458102017201820192020202120222023202420252026episodesmentions per episode
2026 12 mentions in 4 episodes 3 per episode
2025 25 mentions in 4 episodes 6 per episode
2024 1 mention in 1 episode
2023 2 mentions in 2 episodes 1 per episode
2022 11 mentions in 2 episodes 6 per episode
2019 6 mentions in 5 episodes 1 per episode
2018 32 mentions in 10 episodes 3 per episode
2017 2 mentions in 2 episodes 1 per episode

every mention, scene by scene, with the transcript →

Everything said about Gmail, oldest first

Nov 1, 2017 negative
Disclosure
Neistat: Set a Gmail filter to trash 'pick your brain' requests
“I literally have the words, pick your brain. I had that as a Gmail filter. So if somebody emails me saying I'd love to buy you lunch so I can pick your, they're filtered and they go immediately in the trash.”
Casey Neistat Nov 1, 2017 ▶ 36:13 Casey Neistat and Matt Hackett on Live Video's Struggle for Interestingness · Y Combinator
May 31, 2018
Assertion Not checkable as stated
Casey Neistat uses a Gmail filter to trash 'pick your brain' emails
“We did a podcast with Casey Neistat about a month ago and He literally has pick your brain as a Gmail filter to trash.”
Craig Cannon May 31, 2018 ▶ 11:01 Advice for Students and Recent Graduates on Finding Jobs – Liz Wessel of WayUp · Y Combinator
Sep 1, 2018 neutral
Assertion Supported
Graham: YC Partners Built Both Yahoo Mail and Gmail
“Y Combinator has the people who wrote Yahoo Mail and Gmail.”
Paul Graham Sep 1, 2018 ▶ 1:04 A Conversation with Paul Graham - Moderated by Geoff Ralston · Y Combinator
Sep 1, 2018 neutral
Assertion Supported
Ralston: Buchheit Built Gmail Solo While RocketMail Had a Team
“Paul Buchheit, who actually has more of a claim on actually writing Gmail than I do have a claim on writing Yahoo Mail. I wrote some important parts of Yahoo Mail, but Paul was kind of by himself doing Gmail almost, and we had, we were a little more intentiona…”
Geoff Ralston Sep 1, 2018 ▶ 1:09 A Conversation with Paul Graham - Moderated by Geoff Ralston · Y Combinator
Oct 3, 2018
Insight
Email startups must reach intense feature parity with Gmail to succeed
“In order to have a product that people will use for their individual emails, you need to get to a level of feature parity with Gmail or Outlook that's pretty intense”
Mathilde Collin Oct 3, 2018 ▶ 1:52 Mathilde Collin on Feature Prioritization and Employee Retention at Front · Y Combinator
Oct 3, 2018 bearish
Opinion
Mathilde Collin: Google Inbox was not 10x better than Gmail
“I didn't feel like inbox was 10 X better than Gmail.”
Mathilde Collin Oct 3, 2018 ▶ 3:58 Mathilde Collin on Feature Prioritization and Employee Retention at Front · Y Combinator
Oct 3, 2018 positive
Insight
Paul Buchheit's 'follow your growth' advice was the best guidance for Front
“Ah, but at the end of the day, that's the best advice you could give us because, you know, he has some insights on like what prime Gmail was trying to solve, but that's very different from what France is trying to solve, and that's, like, a different time in, …”
Mathilde Collin Oct 3, 2018 ▶ 36:37 Mathilde Collin on Feature Prioritization and Employee Retention at Front · Y Combinator
Oct 24, 2018
Assertion Not checkable as stated
Buchheit wrote the first version of Gmail in a single day
“So the very first version of Gmail I wrote in a day and it wasn't very good but I took, I had previously been working on Google Groups, which was like a Usenet search at the time, now it's something different, but I took the code that I've been working on for …”
Paul Buchheit Oct 24, 2018 ▶ 14:08 The Path to $100B by Paul Buchheit · Y Combinator
Feb 16, 2022 neutral
Assertion Not yet assessed · timeframe Feb 2022
Seibel: First version of Gmail was built inside Google Groups UI
“The first version of Gmail, he basically figured out how to put his email into this Google Groups UI.”
Michael Seibel Feb 16, 2022 ▶ 2:08 Things That Don't Scale, The Software Edition – Dalton Caldwell and Michael Seibel · Y Combinator
Feb 16, 2022 neutral
What-if
Caldwell: Gmail almost wasn't released due to hardware concerns at Google
“It was hard for him to get Google to release it because they were afraid it was going to take up too much hardware, and so there was all these issues where there's a good, there was a decent chance I think it never would have been released.”
Dalton Caldwell Feb 16, 2022 ▶ 4:41 Things That Don't Scale, The Software Edition – Dalton Caldwell and Michael Seibel · Y Combinator
Feb 16, 2022 neutral
Assertion Supported
Caldwell: Gmail invite system was forced by server limits, not growth hacking
“They physically did not have enough servers. So they had to build an invite system. There was not an option to not, but basically there was no option other than building an invite system. It was not like genius PM growth hacking.”
Dalton Caldwell Feb 16, 2022 ▶ 5:19 Things That Don't Scale, The Software Edition – Dalton Caldwell and Michael Seibel · Y Combinator
Dec 1, 2022
Assertion Not checkable as stated
Early Gmail users requested split-pane views because emails loaded too slowly
“Early days of Gmail, users were asking Paul Buchheit, the founder of Gmail, to view both the inbox and the actual email that they were reading on the same screen. Now, why would they ask for that? Well, the reason was simply that Gmail was too slow and people …”
Gustaf Alströmer Dec 1, 2022 ▶ 11:43 How To Talk To Users | Startup School · Y Combinator
Jan 31, 2025 bullish
Opinion
McGrew: Highly personalized workplace AI assistants are a market hole
“I think this is actually a real hole in the market because that's not something I can go out and purchase today.”
Bob McGrew Jan 31, 2025 ▶ 19:12 Bob McGrew: AI Agents And The Path To AGI · Y Combinator
May 23, 2025 negative
Insight
Koomen: AI developers mistakenly treat system prompts like legacy code
“My contention is that A lot of AI app developers, including the Gmail team in this case, are treating the system prompt the same way they've been treating code for decades.”
Pete Koomen May 23, 2025 ▶ 9:20 How To Design Better AI Apps · Y Combinator
May 23, 2025 negative
Opinion
Koomen: Gemini is incredible, but Gmail's UI makes it frustrating to use
“Gemini is amazing. The model itself is absolutely incredible. We've been using it a lot at YC to automate our own work. I'm so impressed with what they built. But a lot of that power I think is hidden behind a UI that makes it really frustrating to use.”
Pete Koomen May 23, 2025 ▶ 2:02 How To Design Better AI Apps · Y Combinator
May 23, 2025 negative
Opinion
Pete Koomen: Gmail's AI drafter sounds unnatural and saves no effort
“There's two big problems with this. The first problem is like you're pointing out that doesn't sound anything like me, right? If you got this email, you wouldn't, you would assume somebody else wrote this. My account got hacked. I got phished. And then the sec…”
Pete Koomen May 23, 2025 ▶ 3:08 How To Design Better AI Apps · Y Combinator
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